Process for the manufacture of aromatic oxaldehydes



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Ne Drawing.

To all whom it may concern:

Be it known that I, FLORENTIN Bronco, of Lyon, France a citizen ofthelilepuolic of France, have invented a certain new and useful Process for the Manufacture of Arcmatic Oxyaldehydes, of which the following is a specification.

This invention relates to a process of-nianulacture of oxyaldehydes and theirderiva tives and has tor its object a new process of general application for the "manufacture or these compounds.

According to this invcntiomthe process consists in causing a phenol or its derivaa catalyst.

'tive to react on compounds having for gen eral formula? x cin and cap-x X 7 where X represents'a free mouovalency and X a tree divaleney.

- flhese compounds which have for common characteristic the divalent radical. methylcan he consideredas heing esters or ethers of the hypothetical glycol:

on CH,

This reection takes piece in presence of anitroso compound, for instance nitrosohenzol, nitrosonaphthalene, paranitrosodimethylanihne and the like, and with the help of The herein described process is susceptible of general application and allows very are added to 500 parts 0i methyl alcohol.

The mixture is heated on the water bath for latented June 6..

Application filed February 26, 1921. Serial No. c spy one to two hours while gaseous hydrochloric acid is caused to continually bubble through.

After cooling the product is diluted with Water and the alcohol is separated liv distillation in steam. The residual aqueous solution is then shaken with benzine or ether to extract the vanillin. The vanillin is suhsequently purified either by distillation in vacuum, or by crystallization. from water or benzine;

Example ll. One proceeds as in Example I in replacing niethvlal by 110 parts oi? methylene chloride: G H Cl The operating method is identical. The results are similar. Example Ill. Methylal, in' Exannple L is replaced by 170 parts of methylene discetate: CH (OCQCH A good yield of vanillin is obtained. h il naniple IV. One proceeds as in Example l ,llltll 140 parts of methylene sulphate: Cll O as themethylenic compound. The

till

result is identical with that oftheahove reactions.

What I claim and desire to secure by Letters Patentisz 5 p 1. A process for the manufacture of arcrnatic cnyaldehydes and their derivatives, consisting in causing a phenol to react with an ether of the hypothetical glvcol.

o;s CE2\OH in presence as a nitroso compound and hydrochloric acid.

2. A process for the manufacture of vanillin consisting in causing guaiacol to react with an ether of the hypothetical glycol os CB\OH in presence of a nitroso conipound'and h'y drochloric acid. 1 I

3. A process for the 'inanuffacture of va nillin consisting in causing guaiacol to react, with methylal in the presence of. a, nitroso compound and hydrochloric acid.

l. A- process for the manufacture of vanillin consisting in causing guaiacol to react with niethylal in the presence of nitrosodi,

niethylaniline-and of hydrochloric acid.

5. A process for the manufacture of vaand tho nitroso (limethylaniline producetl hv nillin consisting in causing guaiacol to react the reaction of nitrous acid on 80 parts chin methyl alcohol with nicthylal in the presmethylanilinewhile heating said mixture on ence of nitrosotlimctliylaniline and of gasthe water bath. a 5 eous hydrochloric acid.

(5. Aprocess for the manufacture of vaname to this specification.

nillin, consisting in continuously bubbling FLORENTIN BIDAUD. gaseous hydrochloric acid through a mix- Witnesses: tur'e of 500 parts of methyl alcohol and 40' LUCIENNE Bmwmm,

10 parts of guaiacol withlOl) parts of methylal GRADY GORBILL.

In testimony whereof I have signed my 15 

